HCID 10381677, compound → HCID 19040740, compound

Participants

Reaction Steps

A mixture of 3-(2-dimethylaminoethyl)-5-(3-nitropyrid-2-ylamino)-1H-indole (1.27 g, 3.90 mmol), 10% Pd on carbon (200 mg), and absolute ethanol (20 mL) was shaken under a hydrogen atmosphere (3 atm) for 2 hours. The reaction mixture was filtered through diatomaceous earth, and the filtrate was evaporated under reduced pressure. The residue was column chromatographed using silica gel (approximately 40 g) and elution with absolute methanol to afford the title compound (0.74 g, 64%) as an off-white solid: mp., 196.0°-198.0° C. with effervescence; 13C NMR (DMSO-d6) δ145.3, 134.5, 133.6, 132.1, 131.0, 127.3, 122.6, 118.8, 116.1, 114.2, 112.1, 110.8, 108.6, 60.1, 45.2, 23.4; HRMS calculated for C17H21N5 295.1793, found 295.1810. Anal. calcd. for C17H21N5.0.4 C2H6O [ethanol]: C, 68.13; H, 7.52; N, 22.32. Found: C, 68.12; H, 7.19; N, 22.51.

Provenance & Evidence